NP-MRD: Showing NP-Card for (+)-Oriciacridone F (NP0071572)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 16:56:04 UTC

Updated at

2022-04-28 16:56:04 UTC

NP-MRD ID

NP0071572

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Oriciacridone F

Description

(4S)-4-(6,11-dihydroxy-2,2-dimethyl-10-oxo-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-12-yl)-6,11-dihydroxy-2,2-dimethyl-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-10-one belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone. (+)-Oriciacridone F is found in Oriciopsis glaberrima ENGL. Based on a literature review very few articles have been published on (4S)-4-(6,11-dihydroxy-2,2-dimethyl-10-oxo-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-12-yl)-6,11-dihydroxy-2,2-dimethyl-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-10-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218562D          

 46 53  0  0  1  0            999 V2000
    3.1449   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -3.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -4.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.0821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -4.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -4.8885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -3.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.7702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047   -0.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916   -1.3067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8842    0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7378    1.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7414   -1.7745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4243   -2.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 17 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 31  1  0  0  0  0
 29 32  1  0  0  0  0
 29 33  1  0  0  0  0
 23 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 22 37  2  0  0  0  0
 34 38  1  0  0  0  0
 18 39  1  0  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
  2 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
  1 45  2  0  0  0  0
 45 46  1  0  0  0  0
M  END

     RDKit          3D

 78 85  0  0  0  0  0  0  0  0999 V2000
   -1.4480   -1.6965    5.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7608   -1.9155    3.8061 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4717   -2.7354    3.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524   -0.5259    3.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5607   -0.6904    1.6820 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4157   -0.0767    0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7888   -0.7154   -0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -0.2124   -1.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    0.9719   -0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3436    1.4674   -1.7387 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828    2.6072   -1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9515    3.1355   -2.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630    2.4552   -3.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5945    4.3130   -1.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2249    4.9432   -0.8182 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752    4.4654    0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480    3.2685   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    2.7938    0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3811    3.3902    1.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392    1.5987    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    1.0977    1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.8550    2.2262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0036   -0.9963   -2.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -2.4160   -1.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9804   -2.9463   -1.3918 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3656   -3.9087   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850   -3.6714   -2.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1966   -1.9271   -0.7519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519   -0.9346    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157   -2.0293    2.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898   -2.4185    1.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204   -1.7508    0.9588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8968   -2.1844    0.8069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0685   -0.6926    0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8310    0.0222   -0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0236   -0.2777   -0.8871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3336    1.0911   -1.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1087    1.7713   -2.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5688    2.8284   -2.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2653    3.1832   -2.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4910    2.4991   -1.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589    2.8425   -1.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0181    1.4347   -1.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578    0.7722   -0.2430 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -0.2649    0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -2.6386    2.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2993   -2.5336    5.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9779   -0.7728    5.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976   -1.4471    4.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3704   -3.7540    3.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3861   -2.2815    3.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992   -2.8104    5.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103   -0.3833    3.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596    0.2027    3.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1344   -1.8164    1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    0.9597   -2.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9469    2.7626   -4.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3557    4.7666   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7050    5.8896   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879    4.9618    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2833    1.8610    3.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6724   -0.6289   -3.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910   -1.0737   -2.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0359   -2.3964   -1.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -3.0646   -2.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5612   -3.2799    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -4.5278   -0.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5056   -4.5864   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660   -3.7342   -3.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708   -3.1683   -2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0154   -4.7165   -2.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1949   -3.2668    2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6695   -1.9512    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1349    1.5083   -2.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1738    3.3829   -3.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278    4.0025   -3.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7652    3.6196   -2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052    1.0944   -0.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  1  1
 25 27  1  0
 25 24  1  0
 24 23  1  0
 23  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  1
  2  3  1  0
  2 46  1  0
 46 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 43 44  1  0
 44 45  1  0
 45 29  2  0
  6  7  2  0
  7 28  1  0
 28 25  1  0
  7  8  1  0
 20  9  1  0
 29  5  1  0
 17 11  1  0
 29 30  1  0
 45 34  1  0
 43 37  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 24 64  1  0
 24 65  1  0
 23 62  1  0
 23 63  1  0
 10 56  1  0
 13 57  1  0
 14 58  1  0
 15 59  1  0
 16 60  1  0
 22 61  1  0
  5 55  1  1
  4 53  1  0
  4 54  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  3 50  1  0
  3 51  1  0
  3 52  1  0
 31 72  1  0
 33 73  1  0
 38 74  1  0
 39 75  1  0
 40 76  1  0
 42 77  1  0
 44 78  1  0
M  END


  Mrv1652304282218562D          

 46 53  0  0  1  0            999 V2000
    3.1449   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -3.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -4.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.0821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -4.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -4.8885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -3.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.7702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047   -0.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916   -1.3067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8842    0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7378    1.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7414   -1.7745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4243   -2.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 17 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 31  1  0  0  0  0
 29 32  1  0  0  0  0
 29 33  1  0  0  0  0
 23 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 22 37  2  0  0  0  0
 34 38  1  0  0  0  0
 18 39  1  0  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
  2 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
  1 45  2  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071572

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC2=C3NC4=C(O)C=CC=C4C(=O)C3=C(O)C([C@H]3CC(C)(C)OC4=CC(O)=C5C(=O)C6=CC=CC(O)=C6NC5=C34)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C36H32N2O8/c1-35(2)12-11-17-29-26(32(43)16-8-6-9-19(39)27(16)37-29)33(44)24(34(17)46-35)18-14-36(3,4)45-22-13-21(41)25-30(23(18)22)38-28-15(31(25)42)7-5-10-20(28)40/h5-10,13,18,39-41,44H,11-12,14H2,1-4H3,(H,37,43)(H,38,42)/t18-/m0/s1

> <INCHI_KEY>
YPOUKZJOAMKOEN-SFHVURJKSA-N

> <FORMULA>
C36H32N2O8

> <MOLECULAR_WEIGHT>
620.658

> <EXACT_MASS>
620.215865998

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
64.99160069544092

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-(6,11-dihydroxy-2,2-dimethyl-10-oxo-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-12-yl)-6,11-dihydroxy-2,2-dimethyl-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-10-one

> <ALOGPS_LOGP>
6.14

> <JCHEM_LOGP>
9.979748788999999

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.834094181559166

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.308109152237122

> <JCHEM_PKA_STRONGEST_BASIC>
-2.838647176149867

> <JCHEM_POLAR_SURFACE_AREA>
157.57999999999998

> <JCHEM_REFRACTIVITY>
171.49419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-(6,11-dihydroxy-2,2-dimethyl-10-oxo-4,5-dihydro-3H-1-oxa-5-azatetraphen-12-yl)-6,11-dihydroxy-2,2-dimethyl-4,5-dihydro-3H-1-oxa-5-azatetraphen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       5.870  -4.178   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.375  -5.633   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.366  -6.797   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.870  -8.252   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.854  -6.506   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.350  -5.051   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.358  -3.887   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.838  -4.760   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.830  -5.924   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -7.379   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.846  -7.670   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.350  -9.125   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.683  -5.633   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.187  -4.178   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.179  -3.013   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -3.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.342  -2.140   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.854  -2.431   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.915  -1.192   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.638  -2.439   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       5.366   1.352   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.326  -0.394   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.650   0.608   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.377   2.028   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       7.383   3.680   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.117  -3.312   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -2.659  -4.631   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.385  -3.211   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.887  -5.924   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.895  -4.760   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.391  -3.304   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.879  -3.013   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       6.375  -1.558   0.000  0.00  0.00           O+0
CONECT    1    2    7   45                                                  
CONECT    2    1    3   42                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9   16                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15   40   41                                             
CONECT   15   14   16                                                       
CONECT   16   15    8   17                                                  
CONECT   17   16   18   27                                                  
CONECT   18   17   19   39                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   37                                                  
CONECT   23   22   24   34                                                  
CONECT   24   23   25                                                       
CONECT   25   24   19   26                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   17   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32   33                                             
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
CONECT   32   29                                                            
CONECT   33   29                                                            
CONECT   34   23   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   22                                                       
CONECT   38   34                                                            
CONECT   39   18                                                            
CONECT   40   14                                                            
CONECT   41   14                                                            
CONECT   42    2   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44    1   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  106    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₃₂N₂O₈

Average Mass

620.6580 Da

Monoisotopic Mass

620.21587 Da

IUPAC Name

(4S)-4-(6,11-dihydroxy-2,2-dimethyl-10-oxo-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-12-yl)-6,11-dihydroxy-2,2-dimethyl-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-10-one

Traditional Name

(4S)-4-(6,11-dihydroxy-2,2-dimethyl-10-oxo-4,5-dihydro-3H-1-oxa-5-azatetraphen-12-yl)-6,11-dihydroxy-2,2-dimethyl-4,5-dihydro-3H-1-oxa-5-azatetraphen-10-one

CAS Registry Number

Not Available

SMILES

CC1(C)CCC2=C3NC4=C(O)C=CC=C4C(=O)C3=C(O)C([C@H]3CC(C)(C)OC4=CC(O)=C5C(=O)C6=CC=CC(O)=C6NC5=C34)=C2O1

InChI Identifier

InChI=1S/C36H32N2O8/c1-35(2)12-11-17-29-26(32(43)16-8-6-9-19(39)27(16)37-29)33(44)24(34(17)46-35)18-14-36(3,4)45-22-13-21(41)25-30(23(18)22)38-28-15(31(25)42)7-5-10-20(28)40/h5-10,13,18,39-41,44H,11-12,14H2,1-4H3,(H,37,43)(H,38,42)/t18-/m0/s1

InChI Key

YPOUKZJOAMKOEN-SFHVURJKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Oriciopsis glaberrima ENGL.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Prenylated neoflavonoids

Direct Parent

Prenylated neoflavonoids

Alternative Parents

Substituents

Prenylated neoflavonoid
Acridone
Acridine
Chromenopyridine
Benzoquinoline
2,2-dimethyl-1-benzopyran
Dihydroquinolone
8-hydroxyquinoline
Chromane
Dihydroquinoline
1-benzopyran
Quinoline
Benzopyran
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyridine
Benzenoid
Vinylogous amide
Vinylogous acid
Heteroaromatic compound
Oxacycle
Azacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.14	ALOGPS
logP	9.98	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	157.58 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	171.49 m³·mol⁻¹	ChemAxon
Polarizability	64.99 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163034178

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Oriciacridone F (NP0071572)

MOL for NP0071572 ((+)-Oriciacridone F)

3D MOL for NP0071572 ((+)-Oriciacridone F)

3D SDF for NP0071572 ((+)-Oriciacridone F)

3D-SDF for NP0071572 ((+)-Oriciacridone F)

PDB for NP0071572 ((+)-Oriciacridone F)

3D PDB for NP0071572 ((+)-Oriciacridone F)

SMILES for NP0071572 ((+)-Oriciacridone F)

INCHI for NP0071572 ((+)-Oriciacridone F)

Structure for NP0071572 ((+)-Oriciacridone F)

3D Structure for NP0071572 ((+)-Oriciacridone F)